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Montego Bay

$93+ Cheap flights from Illinois to Montego Bay (MBJ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Find flight deals from Illinois to Montego Bay

Cheapest flights from Illinois to Montego Bay
Explore the most affordable flight options available from Illinois to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amORD - MBJ
1 stop7h 24mFrontier
Thu 1/13:47 pmMBJ - ORD
1 stop7h 37mFrontier
Deal found 11/18$356
This Cheapflightsfares deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amORD - MBJ
1 stop6h 10mSpirit Airlines
Sun 12/281:05 pmMBJ - ORD
1 stop12h 25mSpirit Airlines
Deal found 11/19$357
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amORD - MBJ
1 stop7h 24mMultiple Airlines
Thu 1/812:57 pmMBJ - ORD
1 stop8h 57mMultiple Airlines
Deal found 11/19$360
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amORD - MBJ
1 stop7h 24mMultiple Airlines
Wed 1/73:05 pmMBJ - ORD
1 stop29h 12mMultiple Airlines
Deal found 11/19$361
This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:12 amMDW - MBJ
1 stop7h 17mFrontier
Wed 12/313:49 pmMBJ - MDW
1 stop7h 23mFrontier
Deal found 11/18$362
This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amORD - MBJ
1 stop6h 10mMultiple Airlines
Mon 12/153:31 pmMBJ - ORD
2 stops20h 37mMultiple Airlines
Deal found 11/18$363
This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:12 amMDW - MBJ
1 stop7h 17mFrontier
Wed 12/313:49 pmMBJ - MDW
1 stop7h 23mFrontier
Deal found 11/18$363
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:15 amORD - MBJ
Nonstop4h 07mAmerican Airlines
Sat 12/133:12 pmMBJ - ORD
Nonstop4h 47mAmerican Airlines
Deal found 11/19$364
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:51 amSTL - MBJ
1 stop23h 14mMultiple Airlines
Wed 1/73:05 pmMBJ - STL
1 stop8h 28mMultiple Airlines
Deal found 11/19$366
This Frontier deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amORD - MBJ
1 stop7h 54mFrontier
Fri 12/263:47 pmMBJ - ORD
1 stop7h 37mFrontier
Deal found 11/19$366
This Frontier deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:12 amMDW - MBJ
1 stop7h 17mFrontier
Thu 1/13:47 pmMBJ - MDW
1 stop7h 25mFrontier
Deal found 11/19$366
This CheapOair deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:00 amORD - MBJ
1 stop6h 05mSpirit Airlines
Mon 12/223:05 pmMBJ - ORD
2 stops10h 25mSpirit Airlines
Deal found 11/18$368

Cheap flight deals from Illinois to Montego Bay

Keep the following information in mind while searching for Illinois to Montego Bay flight deals. Data was last updated November 20, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$356
(Kiwi.com)

One-way from

$93
(Frontier)

Popular in

March

Cheapest in

September

Average price

$551

Good round-trip deal

$421 or less

Good one-way deal

$195 or less
Provider with most accurate pricing for Chicago (CHI)-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Montego Bay Sangster Intl flights.
Search Deals
From Illinois to Montego Bay Sangster Intl
Search Deals
One-way flight from Illinois to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Montego Bay Sangster Intl.
Search Deals
Price to beat on a one-way flight from Illinois to Montego Bay Sangster Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Montego Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 20, 2025.
Use the filters below to find and compare flights from Illinois to Montego Bay that are best for you.

Fly from

Illinois

Fly to

Montego Bay

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/25

10:07 am-12:02 pm

2 stops24h 55m

Montego Bay Sangster Intl

Thu 1/29

12:57 pm-8:54 pm

1 stop8h 57m

$357

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 1/4

6:00 am-8:41 pm

1 stop13h 41m

Montego Bay Sangster Intl

Tue 1/13

4:45 pm-10:07 pm

1 stop6h 22m

$379

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Wed 1/7

6:25 am-1:00 pm

1 stop5h 35m

Montego Bay Sangster Intl

Tue 1/13

2:00 pm-7:40 pm

1 stop6h 40m

$379

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Thu 12/4

5:02 am-3:53 pm

1 stop9h 51m

Montego Bay Sangster Intl

Tue 12/9

4:51 pm-11:06 pm

1 stop7h 15m

$379

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Tue 12/2

6:00 am-2:13 pm

1 stop7h 13m

Montego Bay Sangster Intl

Sat 12/6

3:38 pm-11:47 pm

1 stop9h 09m

$379

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 1/25

6:00 am-12:54 pm

1 stop5h 54m

Montego Bay Sangster Intl

Thu 1/29

4:45 pm-10:22 pm

1 stop6h 37m

$379

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Wed 12/3

6:00 am-1:04 pm

1 stop6h 04m

Montego Bay Sangster Intl

Sat 12/6

3:38 pm-11:47 pm

1 stop9h 09m

$379

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sun 1/4

7:00 am-8:41 pm

1 stop12h 41m

Montego Bay Sangster Intl

Thu 1/8

12:38 pm-5:50 pm

1 stop6h 12m

$379

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Fri 12/5

6:00 am-2:13 pm

1 stop7h 13m

Montego Bay Sangster Intl

Tue 12/9

2:29 pm-9:57 pm

1 stop8h 28m

$379

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Wed 12/10

6:00 am-1:04 pm

1 stop6h 04m

Montego Bay Sangster Intl

Sun 12/14

2:29 pm-11:42 pm

1 stop10h 13m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 58 results
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Best time to book a flight from Illinois to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Montego Bay

What is the cheapest month to book a flight from Illinois to Montego Bay?

Currently, January is the cheapest month in which you can book a flight from Illinois to Montego Bay (average of $193). Flying from Illinois to Montego Bay in March is currently the most expensive (average of $414). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to MBJ?

Find hourly flight availability from Illinois to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 36% on flights from Illinois to Montego Bay by exploring options for tickets in the evening.

What is the cheapest day to fly from Illinois to Montego Bay?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Montego Bay. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Montego Bay flight should consider departing on Sunday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Montego Bay

Explore weekly flight availability from Illinois to Montego Bay. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2025.

The most flights from USIL to MBJ are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Illinois to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Montego Bay from Illinois?

    For a flight from Illinois to Montego Bay, you will be flying into Sangster Intl. Montego Bay Sangster Intl (MBJ) is just 2.3 mi from the center of the city.

  • How long is the flight from Illinois to Montego Bay?

    There are many flights that can get you from Illinois to Montego Bay in 5h 35m. Fly via Spirit Airlines, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 1585 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to Montego Bay one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $97. Users have also found prices from $137 and $166 on Spirit Airlines and American Airlines, respectively.

  • What are the most popular routes from Illinois to Montego Bay?

    The most popular flight routes from Illinois to Montego Bay are Chicago O'Hare Intl - Montego Bay Sangster Intl, Chicago Midway - Montego Bay Sangster Intl and Lambert-St Louis - Montego Bay Sangster Intl.

  • What are the cheapest flights from Illinois to Montego Bay?

    The cheapest flight price from Illinois to Montego Bay is $157. On average you can expect to pay $676. The most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl), can usually be booked for $262.

  • Can I find deals for flights from Illinois to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Illinois to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Montego Bay.

  • Can I find deals for business class flights from Illinois to Montego Bay?

    Yes. Cheapflights offers flight deals from Illinois to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Montego Bay?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Montego Bay (average of $193). Flying from Illinois to Montego Bay in March is currently the most expensive (average of $414). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Whitehouse
Lucea

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Alternative routes for Illinois to Montego Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Illinois to Montego Bay

Discover the top 6 airlines that operate flights from Illinois to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$186Average$726FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$194Average$438FlexibilityNo cancel feeOn-time65%
FrontierCheapest$333Average$662FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$373Average$626FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$441Average$669FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$549Average$724FlexibilityNo cancel feeOn-time63%

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